Stereochemical Study of Cycloadditions Using Erythrose and Threose Based Dienes as Source of 2-Nonulosonic Acid Analogs
- 1 December 1995
- journal article
- research article
- Published by Taylor & Francis in Journal of Carbohydrate Chemistry
- Vol. 14 (9), 1307-1328
- https://doi.org/10.1080/07328309508005413
Abstract
The stereochemical outcome of the hetero Diels Alder reaction of an erythrose based diene with sodium glyoxylate was rationalized by preparing the same compounds via decarboxylation of 2-carbethoxy-2-deoxy-2-ulosonic esters, obtained by cycloaddition with diethyl ketomalonate. Further chemical transformations of cycloadducts allowed us to prepare a series of new 2-nonulosonic acid derivatives.Keywords
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